(2Z,4E,6R,7S,9S,10Z,12S,13R,14S,15Z,19R,20R,21S,22S,23Z)-21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilyloxy)-6,12,14,20,22-pentamethylhexacosa-2,4,10,15,23,25-hexaenoic acid

Base Information

Chemical Name:(2Z,4E,6R,7S,9S,10Z,12S,13R,14S,15Z,19R,20R,21S,22S,23Z)-21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilyloxy)-6,12,14,20,22-pentamethylhexacosa-2,4,10,15,23,25-hexaenoic acid
CAS No.:945402-38-0
Molecular Formula:C₆₃H₁₁₄O₈Si₄
Molecular Weight:1111.94
Hs Code.:

(2Z,4E,6R,7S,9S,10Z,12S,13R,14S,15Z,19R,20R,21S,22S,23Z)-21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilyloxy)-6,12,14,20,22-pentamethylhexacosa-2,4,10,15,23,25-hexaenoic acid

Synonyms:(2Z,4E,6R,7S,9S,10Z,12S,13R,14S,15Z,19R,20R,21S,22S,23Z)-21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilyloxy)-6,12,14,20,22-pentamethylhexacosa-2,4,10,15,23,25-hexaenoic acid

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Chemical Property of (2Z,4E,6R,7S,9S,10Z,12S,13R,14S,15Z,19R,20R,21S,22S,23Z)-21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilyloxy)-6,12,14,20,22-pentamethylhexacosa-2,4,10,15,23,25-hexaenoic acid

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Technology Process of (2Z,4E,6R,7S,9S,10Z,12S,13R,14S,15Z,19R,20R,21S,22S,23Z)-21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilyloxy)-6,12,14,20,22-pentamethylhexacosa-2,4,10,15,23,25-hexaenoic acid

There total 35 articles about (2Z,4E,6R,7S,9S,10Z,12S,13R,14S,15Z,19R,20R,21S,22S,23Z)-21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilyloxy)-6,12,14,20,22-pentamethylhexacosa-2,4,10,15,23,25-hexaenoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 945402-37-9
C₆₃H₁₁₄O₇Si₄

: 945402-38-0
(2Z,4E,6R,7S,9S,10Z,12S,13R,14S,15Z,19R,20R,21S,22S,23Z)-21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilyloxy)-6,12,14,20,22-pentamethylhexacosa-2,4,10,15,23,25-hexaenoic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tetrahydrofuran; water; tert-butyl alcohol; at 0 - 20 ℃; for 2.25h;
DOI:10.1021/jm061385k

Reference yield:

: 219606-81-2
(3R,4S)-4,6-bis(tert-butyldimethylsilyloxy)-3-methylhex-1-ene

: 945402-38-0
(2Z,4E,6R,7S,9S,10Z,12S,13R,14S,15Z,19R,20R,21S,22S,23Z)-21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilyloxy)-6,12,14,20,22-pentamethylhexacosa-2,4,10,15,23,25-hexaenoic acid

Guidance literature:: Multi-step reaction with 13 steps

1.1: 91 percent / Grubbs second generation catalyst / CH₂Cl₂ / 15 h

2.1: 18-crown-6; potassium bis(trimethylsilyl)amide / tetrahydrofuran; toluene / 1.2 h / -78 - -45 °C

2.2: 100 percent / tetrahydrofuran; toluene / 6 h / -78 - 20 °C

3.1: 92 percent / HF*pyridine / tetrahydrofuran / 0 - 20 °C

4.1: triethylamine; SO₃*pyridine / CH₂Cl₂; dimethylsulfoxide / 1.03 h / 0 °C

5.1: NaH₂PO₄*H₂O; 2-methyl-2-butene; NaClO₂ / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 2.25 h / 0 - 20 °C

6.1: 0.36 g / triethylamine; DCC / CH₂Cl₂ / 0 - 20 °C

7.1: DIBALH / tetrahydrofuran; hexane / 1 h / -78 - 20 °C

8.1: 0.38 g / 2,6-lutidine / CH₂Cl₂ / 1 h / -78 °C

9.1: tert-butyllithium / diethyl ether; pentane / 0.33 h / -78 °C

9.2: 27 percent / diethyl ether; pentane / 1.17 h / -78 - -10 °C

10.1: 2,6-lutidine / CH₂Cl₂ / 1.5 h / -78 - 0 °C

11.1: 85 percent / HF*pyridine; pyridine / tetrahydrofuran / 0 - 20 °C

12.1: Dess-Martin periodinane / CH₂Cl₂ / 0 - 20 °C

13.1: NaH₂PO₄*H₂O; 2-methyl-2-butene; NaClO₂ / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 2.25 h / 0 - 20 °C

With pyridine; 2,6-dimethylpyridine; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; 18-crown-6 ether; pyridine-SO₃ complex; tert.-butyl lithium; potassium hexamethylsilazane; diisobutylaluminium hydride; Dess-Martin periodane; pyridine hydrogenfluoride; triethylamine; dicyclohexyl-carbodiimide; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide; toluene; tert-butyl alcohol; pentane; 1.1: Grubbs-II cross-metathesis / 2.2: Still-Gennari olefination / 12.1: Dess-Martin oxidation;
DOI:10.1021/jm061385k

Reference yield:

: (2S,3R)-6-(tert-butyldimethylsilyloxy)-2-((2S,4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)hexan-3-ol

: 945402-38-0
(2Z,4E,6R,7S,9S,10Z,12S,13R,14S,15Z,19R,20R,21S,22S,23Z)-21-(4-methoxybenzyloxy)-7,9,13,19-tetrakis(tert-butyldimethylsilyloxy)-6,12,14,20,22-pentamethylhexacosa-2,4,10,15,23,25-hexaenoic acid

Guidance literature:: Multi-step reaction with 14 steps

1.1: 99 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / -78 - 0 °C

2.1: 41 percent / DIBALH / CH₂Cl₂; hexane / 12.5 h / -78 - -45 °C

3.1: triethylamine; SO₃*pyridine / CH₂Cl₂; dimethylsulfoxide / 1.17 h / 0 °C

4.1: CrCl₂ / tetrahydrofuran / 17 h / 20 °C

5.1: 1.85 g / NaH / tetrahydrofuran / 1.3 h / 0 - 20 °C

6.1: 75 percent / HF*pyridine; pyridine / tetrahydrofuran / 6 h / 0 - 20 °C

7.1: 93 percent / triphenylphosphine; imidazole; I₂ / benzene; diethyl ether / 0.67 h / 20 °C

8.1: 78 percent / triphenylphosphine / benzene / 16 h / 20 - 80 °C

9.1: sodium bis(trimethylsilyl)amide / tetrahydrofuran / 0 - 20 °C

9.2: 82 percent / tetrahydrofuran / -78 - 20 °C

10.1: tert-butyllithium / diethyl ether; pentane / 0.33 h / -78 °C

10.2: 27 percent / diethyl ether; pentane / 1.17 h / -78 - -10 °C

11.1: 2,6-lutidine / CH₂Cl₂ / 1.5 h / -78 - 0 °C

12.1: 85 percent / HF*pyridine; pyridine / tetrahydrofuran / 0 - 20 °C

13.1: Dess-Martin periodinane / CH₂Cl₂ / 0 - 20 °C

14.1: NaH₂PO₄*H₂O; 2-methyl-2-butene; NaClO₂ / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 2.25 h / 0 - 20 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; chromium dichloride; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; pyridine-SO₃ complex; iodine; tert.-butyl lithium; sodium hexamethyldisilazane; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; pyridine hydrogenfluoride; triethylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide; tert-butyl alcohol; pentane; benzene; 4.1: Nozaki-Hiyama-Kishi reaction / 5.1: Peterson elimination / 13.1: Dess-Martin oxidation;
DOI:10.1021/jm061385k